Connor traversed the town during the bombardment, during which the church tower was destroyed. Connor stealthily set fire to the ships, forcing Pitcairn out of hiding and commencing the Battle of Bunker Hill. Connor assassinated Pitcairn on Moulton's Hill, and retrieved a letter informing him and Putnam of a plot to murder George Washington.

The simulation depicted Charlestown when it was still mostly whole, though various buildings showed signs of damage, including the town's church, which had its tower partially destroyed. Streets blocked off with overturned wagons and encampments set up near the hillside also hinted at the presence of war. Closer to the waterfront stood storage houses, as well as plenty of goods and wares that had been neatly stacked together.

With the implementation of new technology, simulated locations in the console stage were upgraded to have multiple aesthetic variations. Because of this, Charlestown could be utilized during the day, at dawn, or during the night, when a fiery conflict brewed.